Trendy un-cool guys out on the town who don't know how to dress well, so they wear an untucked button-up shirt, with jeans. Usually designer button-up shirts, and designer jeans just to "Dress it up." As in, wearing button-up shirts ALWAYS UNTUCKED, with Jeans.
by David (GammaRay27) June 5, 2007
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Ups and Jeans
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